WO1999059527A3 - Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives - Google Patents

Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives Download PDF

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Publication number
WO1999059527A3
WO1999059527A3 PCT/EP1999/001084 EP9901084W WO9959527A3 WO 1999059527 A3 WO1999059527 A3 WO 1999059527A3 EP 9901084 W EP9901084 W EP 9901084W WO 9959527 A3 WO9959527 A3 WO 9959527A3
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WO
WIPO (PCT)
Prior art keywords
diamino
phenylbenzene
novel
derivatives
phenylbenzene derivatives
Prior art date
Application number
PCT/EP1999/001084
Other languages
German (de)
French (fr)
Other versions
WO1999059527A2 (en
Inventor
Hans-Juergen Braun
Laurent Chassot
Original Assignee
Wella Ag
Braun Hans Juergen
Laurent Chassot
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Wella Ag, Braun Hans Juergen, Laurent Chassot filed Critical Wella Ag
Priority to EP99913174A priority Critical patent/EP1051143B1/en
Priority to JP55735799A priority patent/JP2002511106A/en
Priority to AT99913174T priority patent/ATE271371T1/en
Priority to BR9906440-5A priority patent/BR9906440A/en
Priority to US09/446,726 priority patent/US6500213B1/en
Priority to DE59910012T priority patent/DE59910012D1/en
Publication of WO1999059527A2 publication Critical patent/WO1999059527A2/en
Publication of WO1999059527A3 publication Critical patent/WO1999059527A3/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/135Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/411Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/49Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton
    • C07C211/50Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring having at least two amino groups bound to the carbon skeleton with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/51Phenylenediamines
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00Compounds containing amino groups bound to a carbon skeleton
    • C07C211/43Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C211/44Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring
    • C07C211/52Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having amino groups bound to only one six-membered aromatic ring the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/68Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/76Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups bound to carbon atoms of six-membered aromatic rings and etherified hydroxy groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C225/00Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
    • C07C225/22Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/52Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/30Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to hydrogen atoms or to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • C07C255/49Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C255/58Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06Esters of carbamic acids
    • C07C271/08Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/26Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
    • C07C271/28Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/31Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton
    • C07C323/33Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring
    • C07C323/35Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring the thio group being a sulfide group
    • C07C323/36Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atom of at least one of the thio groups bound to a carbon atom of a six-membered aromatic ring of the carbon skeleton having at least one of the nitrogen atoms bound to a carbon atom of the same non-condensed six-membered aromatic ring the thio group being a sulfide group the sulfur atom of the sulfide group being further bound to an acyclic carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/08Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D317/00Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00Systems containing two condensed rings
    • C07C2602/02Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

Abstract

The invention relates to oxidizing agents for coloration of keratin fibers, especially hair, based on a combination of developer-coupler substances, characterized in that they contain at least one 2,5-diamino-1-phenylbenzene derivative of general formula (I) as a developer substance. The invention also relates to novel 2,5-diamino-1-phenylbenzene derivatives according to formula (I), wherein at least one of the radicals R1-R10 is different from hydrogen.
PCT/EP1999/001084 1998-05-16 1999-02-19 Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives WO1999059527A2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
EP99913174A EP1051143B1 (en) 1998-05-16 1999-02-19 Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives
JP55735799A JP2002511106A (en) 1998-05-16 1999-02-19 Oxidized hair dye containing 2,5-diamino-1-phenylbenzene derivative and novel 2,5-diamino-1-phenylbenzene derivative
AT99913174T ATE271371T1 (en) 1998-05-16 1999-02-19 OXIDATION HAIR DYES CONTAINING 2,5-DIAMINO-1-PHENYLBENZENE DERIVATIVES AND NEW 2,5-DIAMINO-1-PHENYLBENZENE DERIVATIVES
BR9906440-5A BR9906440A (en) 1998-05-16 1999-02-19 Oxidation dyeing agents containing 2,5-diamino-1-phenylbenzene derivatives as well as 2,5-diamino-1-phenylbenzene derivatives
US09/446,726 US6500213B1 (en) 1998-05-16 1999-02-19 Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives
DE59910012T DE59910012D1 (en) 1998-05-16 1999-02-19 OXIDATION HAIR COLOR CONTAINING 2,5-DIAMINO-1-PHENYLBENZENE DERIVATIVES AND NEW 2,5-DIAMINO-1-PHENYLBENZENE DERIVATIVES

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19822041A DE19822041A1 (en) 1998-05-16 1998-05-16 Oxidation hair dyes containing 2,5-diamino-1-phenylbenzene derivatives and new 2,5-diamino-1-phenylbenzene derivatives
DE19822041.3 1998-05-16

Publications (2)

Publication Number Publication Date
WO1999059527A2 WO1999059527A2 (en) 1999-11-25
WO1999059527A3 true WO1999059527A3 (en) 2000-01-20

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PCT/EP1999/001084 WO1999059527A2 (en) 1998-05-16 1999-02-19 Oxidizing hair coloring agents containing 2,5-diamino-1-phenylbenzene derivatives and novel 2,5-diamino-1-phenylbenzene derivatives

Country Status (8)

Country Link
US (1) US6500213B1 (en)
EP (1) EP1051143B1 (en)
JP (1) JP2002511106A (en)
AT (1) ATE271371T1 (en)
BR (1) BR9906440A (en)
DE (3) DE19822041A1 (en)
ES (1) ES2224621T3 (en)
WO (1) WO1999059527A2 (en)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19922392C1 (en) 1999-05-14 2001-01-25 Wella Ag Diaminobenzene derivatives and colorants containing these compounds
FR2802091A1 (en) * 1999-12-08 2001-06-15 Oreal COMPOSITIONS FOR DYEING KERATIN FIBERS CONTAINING AZETIDINYL GROUPED PARAPHENYLENEDIAMINE DERIVATIVES
DE19961274C1 (en) * 1999-12-18 2001-02-15 Wella Ag New 2,5-diamino-1-(N-aminophenyl)-aminomethyl-benzene derivatives are used in colorants for keratinous fibers e.g. human hair
FR2806299B1 (en) 2000-03-14 2002-12-20 Oreal COMPOSITIONS FOR DYEING KERATINIC FIBERS CONTAINING PYRROLIDINYL GROUPED PARAPHENYLENEDIAMINE DERIVATIVES
DE10014855C2 (en) * 2000-03-24 2002-05-16 Wella Ag p-Diaminobenzene derivatives and colorants containing these compounds
DE10032134C1 (en) * 2000-07-01 2001-12-13 Wella Ag Compositions for oxidative dyeing of keratinic fibers, especially human hair, comprise new or known 2-hydroxy-5-amino-biphenyl derivatives as developers
FR2817470B1 (en) * 2000-12-06 2003-01-03 Oreal OXIDATION DYE COMPOSITION BASED ON 1- (AMINOPHENYL) PYRROLIDINES SUBSTITUTED IN POSITION 2 AND 5 AND DYEING METHOD THEREOF
FR2817474B1 (en) * 2000-12-06 2003-01-03 Oreal OXIDATION DYE COMPOSITION BASED ON 1- (4-AMINOPHENYL) PYRROLIDINES SUBSTITUTED IN POSITION 2 AND METHOD OF IMPLEMENTING DYEING
FR2817471B1 (en) * 2000-12-06 2005-06-10 Oreal OXIDATION DYEING COMPOSITION BASED ON 1- (4-AMINOPHENYL) PYRROLIDINES SUBSTITUTED IN POSITION 3 AND 4 AND METHOD OF DYING THEREFOR
FR2817472B1 (en) * 2000-12-06 2003-01-03 Oreal OXIDATION DYEING COMPOSITION BASED ON 1- (4-AMINOPHENYL) PYRROLIDINES SUBSTITUTED AT LEAST 2 AND 3 AND DYEING METHOD THEREOF
FR2817473B1 (en) * 2000-12-06 2003-01-03 Oreal OXIDATION DYE COMPOSITION BASED ON 1-4 (-AMINOPHENYL) PYRROLIDINES SUBSTITUTED IN POSITION 2 AND 4 AND DYEING METHOD THEREOF
DE10102084B4 (en) * 2001-01-18 2006-06-29 Wella Ag Hair colorants containing 1,4-diamino-2- (thiazol-2-yl) benzene derivatives
DE10104770C1 (en) 2001-02-02 2002-10-17 Wella Ag Colorants for keratin fibers containing (1,1'-biphenyl) -2,4-diamine derivatives and new (1,1'-biphenyl) -2,4-diamine derivatives
DE10113027A1 (en) * 2001-03-17 2002-09-19 Wella Ag 3-Diaminophenyl-acrylamide derivatives or their physiologically acceptable, water-soluble salts, used as developers in combination with couplers in oxidative dye formulations, especially for dyeing hair are new
DE10114970C2 (en) * 2001-03-27 2003-06-18 Wella Ag Oxidation hair dyes containing 1,2-diaminobenzene derivatives and new 1,2-diaminobenzene derivatives
US6946005B2 (en) 2002-03-27 2005-09-20 L'oreal S.A. Pyrrolidinyl-substituted para-phenylenediamine derivatives substituted with a cationic radical, and use of these derivatives for dyeing keratin fibers
US7132534B2 (en) 2002-07-05 2006-11-07 L'oreal Para-phenylenediamine derivatives containing a pyrrolidyl group, and use of these derivatives for coloring keratin fibers
US6923835B2 (en) 2002-09-09 2005-08-02 L'oreal S.A. Bis-para-phenylenediamine derivatives comprising a pyrrolidyl group and use of these derivatives for dyeing keratin fibres
DE102004002604A1 (en) * 2004-01-15 2005-08-04 Beiersdorf Ag Visualization of sunscreen on the skin
DE102004042850A1 (en) * 2004-09-04 2006-03-09 Wella Ag p-diaminobenzene derivatives and colorants containing these compounds
EP1998612A4 (en) * 2006-01-25 2010-11-24 Synta Pharmaceuticals Corp Substituted biaryl compounds for inflammation and immune-related uses
US8383865B2 (en) 2007-04-17 2013-02-26 Codman & Shurtleff, Inc. Curcumin derivatives
WO2008131059A2 (en) 2007-04-17 2008-10-30 Codman & Shurtleff, Inc. Intranasally administering curcumin in a bolus of helium gas to treat alzheimer's disease
US7745670B2 (en) * 2008-06-27 2010-06-29 Codman & Shurtleff, Inc. Curcumin-Resveratrol hybrid molecule
US7985776B2 (en) 2008-06-27 2011-07-26 Codman & Shurtleff, Inc. Iontophoretic delivery of curcumin and curcumin analogs for the treatment of Alzheimer's Disease
US7723515B1 (en) 2009-01-26 2010-05-25 Codman & Shurtleff, Inc. Methylene blue—curcumin analog for the treatment of alzheimer's disease
EP3173401A1 (en) 2015-11-27 2017-05-31 Friedrich-Alexander-Universität Erlangen-Nürnberg Process for the synthesis of aryldiazonium salts using nitrogen oxides in oxygen-containing gas streams, especially from industrial waste gases

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DE2518393A1 (en) * 1975-04-25 1976-11-04 Henkel & Cie Gmbh Oxidn. hair dyes contg. tetra-aminodiphenyl ether developer - or other tetra-amino- and or diamino-dihydroxydiphenyls or diphenyl ethers
EP0797980A1 (en) * 1996-03-29 1997-10-01 Wella Aktiengesellschaft Oxidation hair dye composition comprising a 2,5-diaminobenzonitrile as well as 2,5-diaminobenzonitrile compounds

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DE2518393A1 (en) * 1975-04-25 1976-11-04 Henkel & Cie Gmbh Oxidn. hair dyes contg. tetra-aminodiphenyl ether developer - or other tetra-amino- and or diamino-dihydroxydiphenyls or diphenyl ethers
EP0797980A1 (en) * 1996-03-29 1997-10-01 Wella Aktiengesellschaft Oxidation hair dye composition comprising a 2,5-diaminobenzonitrile as well as 2,5-diaminobenzonitrile compounds

Non-Patent Citations (1)

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R. KUNZ: "Umlagerung des p-Dimethylamidohydrazobenzols", JUSTUS LIEBIGS ANNALEN DER CHEMIE., vol. 303, 1898, VERLAG CHEMIE GMBH. WEINHEIM., DE, pages 353 - 361, XP002123659, ISSN: 0075-4617 *

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Publication number Publication date
EP1051143A2 (en) 2000-11-15
WO1999059527A2 (en) 1999-11-25
BR9906440A (en) 2000-07-11
DE59910012D1 (en) 2004-08-26
ES2224621T3 (en) 2005-03-01
US6500213B1 (en) 2002-12-31
DE19822041A1 (en) 1999-12-23
DE29901593U1 (en) 1999-04-08
EP1051143B1 (en) 2004-07-21
JP2002511106A (en) 2002-04-09
ATE271371T1 (en) 2004-08-15

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